A detailed analysis of experimentally obtained curvilinear crack path trajectories formed in a heterogeneous stress field is presented. Experimental crack path trajectories were used as data for numerical simulations, recreating the actual stress field governing the development of the crack path. Thus, the current theories of crack curving and kinking could be examined by comparing them with the actual stress field parameters as they develop along the experimentally observed crack path. The experimental curvilinear crack path trajectories were formed in the tensile specimens with a hole positioned in the vicinity of a potential crack path. The numerical simulation, based on the solution of equivalent boundary value problems with the possible perturbations of the crack path, is presented here.